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A Foursome at the Photo Shoot

My third wife is a real looker. Early 40’s but could easily pass for 30. She was probably looking as good as she ever has or ever will. Because she felt the same way, she contacted a professional photographer about shooting some nudes so she would have something to look back on when she got old and wrinkled. She wanted the photo shoot for free, assuming any photographer wouldn’t mind spending a few hours with a naked beauty.

It turns out that many women seek out this type of photo work for the same reasons that Alicia did. She called on the photographer in person so he got a good idea what he would be seeing once she got her clothes off.

She invited me to go with her because I guess she was concerned about being alone and naked with some strange guy. I had no problem with it. Turns out she had nothing to worry about because the photog had a young female assistant working with him. The photo shoot was scheduled for a weekend at his studio so they wouldn’t be interrupted by customers.

Once at the studio I was quite surprised to see that the assistant was early 20’s and a real knockout in her own right. The photographer, Stu, was about 35 or so and very trim and fit. I’m quite a bit older than my wife in my mid-50’s.

Alicia started the shoot off wearing some sexy lingerie. Bikini panties with a see-through lacy top that didn’t do much to hide her breasts. She had already gone over in detail what she was looking for with Stu the photographer. Stu had several props in the studio but the main item was chaise lounge that Alicia posed on. After Stu took quite a few photos, Alicia took off the top and more photos were taken. Next to go were the bikini panties and she was totally naked and looking damn good. She’s Asian and has a beautiful golden glow to her skin and is extremely photogenic.

I sat on a chair at one side while Stu and Alicia did their thing. In many of the poses Stu was shooting her from the side while from my position I was looking directly at her vagina and asshole. The assistant, whose name was Jill, adjusted the lights under Stu’s direction. In moving around she also got a very good look at my wife’s charms. Jill was wearing short shorts and a skimpy halter top. Between her and my naked wife, my libido was kicking into high gear.

Alicia knows my moods and when Stu and Jill were busy doing their thing, she would slip a finger into her pussy just to tease me. Then she would part her pussy lips and give me a good look inside.
I couldn’t help myself but my prick swelled to a full erection. Stu kept coming up with new poses that got increasingly explicit. For example, he had a tall stool and he had Alicia lean over and rest both elbows on the stool with her face in her hands and her ass sticking up. Then he positioned his camera behind her and got a great series of shots of her beautiful ass with her rosebud asshole clearly showing along with her puffy vaginal lips peeking out between her thighs. I had moved into position where I could clearly see her cunt. It might have been my imagination but it looked wet to me.

Alicia is an incredibly sexual woman and by far the best sex partner I’ve ever had. That includes two previous wives and countless girlfriends. Sex was very heavy in the air in the studio and it took all of my will power to keep from unzipping my pants and taking my hard cock out. I could tell that the whole scenario had both Stu and Jill sexually aroused. I could see a good sized lump in Stu’s pants and Jill seemed to be giving off some sexual signals that weren’t there earlier.

Then I got the bright idea of suggesting that I join Alicia in the photo shoot. At first I was hesitant to bring it up. After all, it was her deal, and she might not want me horning in. But Stu had already taken just about every photo of Alicia’s naked body that was possible and I knew he was only prolonging the shoot so he could keep looking at her.

So I got brave and I proposed to Alicia first that I join her. My excuse was that we both should have some mementos of us together. She looked at Stu and asked if it was alright. He said she could do whatever she wanted but maybe he should send Jill home. Jill immediately spoke up and said she was OK with it. She had seen naked men before.

So I quickly disrobed and when I pulled my Jockey shorts down and my cock popped out and slapped back against my stomach, I could tell from the looks on both Jill and Stu’s faces that this might be a bit more than they bargained for. I think they both might have been expecting a flaccid dick to show up and weren’t quite ready for 7-inches of hard throbbing cock to be on display.

I moved over next to Alicia and her hand immediately went to my erect prick. She slowly and lovingly stroked it. My fingers found her clit and I worked it a bit. She then asked Stu if he would be ok with it if we actually performed sex with each other. She was obviously as horned up as I was. Stu again replied that we could do whatever we wanted.

Alicia then told Stu she would like to get some photos of her masturbating me. So I laid down on the chaise lounge and she kneeled between my legs and went to work on my dick. Stu instructed her to first pull the skin on my cock as far back as it would go and then hold it with her hand at the base while he clicked some photos. Then he had her slide her hand just up under the head and hold it again. Since these were still photos, she couldn’t actually jerk me off or her hand would just be a blur. I noticed that Jill had gotten up right next to the action so she didn’t miss a thing.

Then Alicia told Stu she wanted some photos of her sucking my cock. Same procedure. Take my cock to the balls down her throat and then more still shots of her tongue on the head of my prick. Stu happily clicked away and Jill kept feeding him film magazines that snapped onto the back of his Mamiya 645 Pro camera.

Alicia looked at the tent in Stu’s pants and the tense look on Jill’s face. My wife then shocked the hell out of me. She suggested that both of them would probably be a lot more comfortable if they shed their clothes. Her reasoning was that the two of us would probably be more uninhibited and more comfortable if everybody in the room was naked.

I could see doubt cloud Stu’s eyes, but Jill stripped off her clothes in an instant. Stu couldn’t be the only dressed person in the room so he began to reluctantly take off his clothes as well. When he got to the point of removing his boxers, I tossed out some encouraging words and down they came. Not surprisingly, his cock was rock hard and a very decent size. Very thick with a prominent head. I could tell that now that once he actually had his clothes off, he was comfortable being naked with an erect penis.

I checked out Jill’s body. She had a great pair of natural tits with no sag. Not too big but just perfect to my eye. Alicia had a great pair as well but being Asian they weren’t that big. But the advantage was that despite her age, they were still nice and perky.

Alicia wanted Stu to get more photos of her sucking and licking my cock and balls. So she went to town on my dick once again and every time Stu would reload his camera, she would go to town with some vigorous sucking. So much so, that I was afraid I might blow my load.

At one point she looked at Jill, who was intently watching, and asked if she would like a turn on my cock. I saw her eyes light up. Jill looked at Stu, I guess for approval, and he gave a slight nod. The next thing I knew, a fresh set of lips were sliding down my prick. Jill definitely knew how to suck dick. She squeezed my nuts and even ran the tip of her finger over my asshole.

Poor Stu. He was snapping away, trying to hold the camera with one hand while he stroked his dick with the other. Alicia came to the rescue and took his throbbing meat in hand and pumped away. She stood behind him and did a reach around, one hand on his dick and the other squeezing his nuts.

The poor guy must have been horned up way more than Alicia realized because after only a couple of minutes of stoking his cock, streams of semen jetted out all over the floor. Jill saw the cum flying out of his dick and actually gave the poor guy some shade for cumming so soon. Here comments were between sucking my dick to the balls.

Stu told her not to worry. He figured he had at least two more orgasms left in him. Jill lifted her mouth off of my cock and fell to her knees in front of Stu and took his dripping penis in her mouth. She sucked away until every drop of jism was drained from his prick.

I bent Alicia over the chaise lounge and ran my prick right into her cunt from the back. She was already so turned on that her pussy was sopping wet and all seven inches of my cock buried itself into her tight cunt. As I fucked away slowly I felt a pair of hands on my butt cheeks and then a wet tongue found its way right into my asshole. Wow, I had no idea Jill was such a hot little slut.

Then Stu came over to where I was fucking Alicia and slid his hard prick into her mouth. Jill also grabbed my nuts and rolled them around with her hand. I couldn’t take it anymore and shot a huge load of cum deep into Alicia’s womb. It felt incredible. And the more jism I pumped out, the more incredible it felt. Finally I pulled out and Jill immediately grabbed my wet cock, soaked in Alicia’s juices and my semen, and sucked me dry.

Stu pulled his prick out of my wife’s mouth and rolled her over onto her back and knelt between her legs and rammed his hard cock right into her sopping wet pussy. All thoughts of any more photos were long forgotten. Despite having orgasmed just a few minutes previously, before long Stu was screaming in ecstasy as another load of semen was pumped into Alicia’s willing pussy. Finally, exhausted, he pulled out and flopped onto his back next to my wife.

Now it was my turn for clean-up duty. I knelt next to Stu and took his wilting prick in my mouth and sucked away. His prick pulsated and I felt a small weak spurt of semen come into my mouth. I swallowed greedily and sucked away, hoping for more, but Stu was done for the moment. Jill had found a folded up moving blanket and spread it on the floor and she and Alicia were in the 69 position sucking each other’s clits and pussies like there was no tomorrow.

Stu was one orgasm ahead of me so I needed to catch up. I went over to the two writhing bodies on the moving blanket and slid my dick into Jill’s pussy, right past my wife’s tongue. After about five pumps I pulled out and slid it into Alicia’s mouth where she eagerly sucked me for a few strokes and then grabbed the shaft and inserted it back into Jill’s waiting cunt. We went back and forth until I couldn’t take it anymore and focused on fucking that young girl’s sweet tight pussy. I was so jacked up and horny that my rigid cock exploded in Jill’s cunt and I flooded her with a giant load of love juice. She cried out and said she could feel each jet hit her womb.

The four of us lay there, totally exhausted and wondering how the day had managed to turn into such a mind-blowing fuck fest. But I don’t think any of us were done yet.

(Author’s note: While this story is a fantasy, my wife did go to a nude photo shoot that I attended. Although no sex took place, I had been very tempted to join in. My wife did fuck the photographer behind my back at a different session that I did not attend.)

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G-Spot Stimulation

Try this, but understand it won’t work every time with every woman. However, if you are gentle and caring, almost all will enjoy your effort.

Once she is ready, which means after lots of foreplay which might involve kissing, massage then possibly clit licking (https://prowank.com/90-ways-to-spice-up-your-sex-life/), you may notice that her inner labia have widened. She may also have some wetness in her vaginal area. This is a generalization. Most women are slower to ‘warm up’ than men, so foreplay is a good idea. Also, everyone is somewhat different in their physiology.

You can also feel free to communicate. When the mood is right, and you let her know that you intend to stimulate her G-spot, she may be very receptive. More so than if you were to just jump right in.

So, when the time is right, introduce a well-lubed finger slowly into her vagina. Once she’s used to that, put in two fingers. Now, get in a position where you can curl your two fingers upward against the front wall of her body just above the vaginal opening. So, your fingers are in her, and curved up and forward. If you lightly stroke the area, it should feel kind of rough like lots of little ridges on her inner surface sort of like soft fish scales. Experiment with depth, position and pressure letting her know she is welcome to tell you what works for her and what does not.

In time, she may have an amazingly strong orgasm that may be better than any clitoral orgasm she’s ever had. Or maybe not. Go in with no expectations, and you may be pleasantly surprised. When a woman does have such an orgasm it is as delightful, or maybe even more delightful for you than when you have your own orgasm.

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My Male-Male Massage

I was asked whether I’ve ever had a male-male massage.


The first time that happened I had been on business, away from my wife, on the island of Maui for several weeks. I was becoming horny, and wanking wasn’t feeling sufficient.

I saw an ad in a local newspaper by a male massage practitioner that hinted it would be more than an ordinary massage. This guy advertised tantra, colonics, and all sorts of things that are out of the ordinary for conservative massage practitioners. I didn’t really even know what these things were at the time, but got the idea that it was a very personal kind of treatment. The one thing that really got me was prostate massage. None of the personal services ads for women in the little newspaper advertised anything like that. They may have offered such services, but I didn’t know and didn’t want to have my expectations left unmet. So, whereas my preference was for a woman for sure, I thought I’d just go ahead and try this guy out. How bad could it be?

Now, I’m a guy who although I had jerked off with some buddies in my teen years, was pretty well geeked out by simply hugging a man in an embrace of friendship. I would never kiss a guy or anything like that. Yuck! Right?

So, when I came to this guy’s garden apartment, I was full of all sorts of emotions. On the one hand, knowing that a prostate massage was in store, I was sexually charged up. I mean, I didn’t even really know what a prostate massage was, but had a pretty good idea that I’d enjoy it in a sexual way. On the other hand, I was scared to death. Exactly why, I couldn’t tell you, but when I was greeted at the door by the guy, my voice was literally shaky. I really felt like saying, “This was a mistake” and turning around. Realizing how fucked up that would be, I didn’t do that.

He led me to a back bedroom with a sliding glass door opening onto a shared lawn/garden area. Surely the neighbors could see into this room. Yet, he had incense burning, light indistinct instrumental music, and the room was furnished darkly and calmly. He instructed me to remove my clothes, while he remained dressed in the typical Hawaiian shirt and shorts.

He was a white guy, mid-thirties, somewhat tall, thin, with moderate length curly dark blond hair, lightened from surfing, and a neatly trimmed beard.

So, he wanted me to take my clothes off, right in front of that big glass door, where everyone could see in. What exactly was I supposed to do? Briefly the idea of immediate flight came to me. But then, I realized that not only would it be impolite but downright shocking to the poor guy. I also noticed that although the door led to the garden, it was actually open, but a screen kept the bugs out. I assumed the screen might make it hard to see into the room also. Finally, it occurred to me that no one was actually in the yard. There was no one there to look at me, although people might show up at any time. Still thinking as fast as I could, feeling almost trapped in this crazy situation, I also realized that people in the complex must know what this guy does for a living. I didn’t know any of them, and they didn’t know me. I’d just be another client. They’d probably seen it all before. Or maybe not. Geez!

All this intense thinking happened within perhaps 60 seconds. At the end of the time, I figured there was only one way out. As the poet Robert Frost said, “The best way out is always through.” So I took off my shorts and shirt, and was naked as the day I was born. Somehow, I felt like an idiot. Like a child who did something naughty in school and would be called to the principal’s office.

The massage guy had me lay face down on his sheet-covered massage table. He went to work. I didn’t know what to expect. I mean, I had never had a professional massage, not even by a woman. Come to think of it, my girlfriends in the past, and my wife, had never actually massaged me.

The guy started on my back and my upper hands and my neck with his warm, oily hands, and I found it really quite pleasurable. I thought it would quite possibly geek me out beyond words. Nothing of the sort. It was just, well, nice!

He stepped along the table, and started working my feet. I thought they’d be ticklish as they usually are, but he was evidently an expert. His warm hands felt very comfortable on my feet. Who knew?

He worked up my lower legs, then my upper legs. Then, he started massaging my glutes, my ass muscles. A couple of times he kind of pulled my ass cheeks apart. I realized he could see my actual anus. I liked the idea. I wanted him to see it. How weird is that?

In fact, I wanted him to touch my anus, or the skin just around my anus. I knew from my wife and others that attention to that area can feel quite wonderful. But he wouldn’t do it. He kept kneading my ass muscles, but never actually touched my anus.

At one point, I felt one of his fingertips brush over the underside of my scrotum. It was such a light touch, so unexpected and yet so intense it was like an electric shock. It was just a fleeting touch, and lasted only a second. Then he returned to working on my ass muscles and upper thigh muscles. I really wouldn’t have minded if he’d somehow just stroke my scrotum like that again.

A moment later, he did. Then he stopped. I believe he was adding more oil to his hands. Then the most wonderful thing in the world happened. He started stroking my anus. My actual anus. It was just light stroking, but I was in absolute heaven. Except for one thing. I felt my penis hardening under my tummy, and it was kind of squished.

I figured that under the circumstances the massage guy must know what was happening, so I went ahead and lifted my butt off the table for a moment to better reposition my cock, which by now was fully hard.

He continued to stoke my anus, and now, his forefinger was pausing momentarily at the very opening of my anus on each stroke, and soon, he was poking in maybe a centimeter or so. I was rapidly deciding that this would not be my last man-to-man massage ever. I was already thinking of booking another appointment, which is weird, because at the start of this thing, I was telling myself it it would just be an experiment. I would probably not like it, and would never do it again.

It might have been another five minutes before his finger was reaching well into my butt and literally massaging my prostate gland. I never knew it could feel like that – a sort of gotta pee feeling, but much better. Then, he had two fingers in me. Oh my god, so amazing!

After a minute, it was starting to feel kind of scratchy. I guess the anal tissue can take only so much, at least if not practiced. I know gay guys do anal intercourse and everything, so they must get used to it. It’s like volleyball. At first the bumping of the ball off your forearms hurts, but in time, it doesn’t hurt at all. So, I decided something else: I would like more anal fingering in the future. My wife had offered to do that to me once or twice in the past and like an idiot, I always said, “Oh, no thanks!”

All too soon the massage guy had me roll over. I was reluctant because he’d see my erection. I felt a sort of shame, like ‘should I be seen by this guy having an erection from attention by a male?’ I know that’s silly, but that’s what I was feeling. I mean, surely he saw erections every day, but for me it was a first, and a rather scary first indeed.

But what was I going to do, say no? Of course not, with all the prostate massage, I was so super-horny there’s no way I’d stop whatever was going to happen next.

As I rolled over, I felt wetness under me. I didn’t quite understand at the time, but the prostate massage had caused some semen to be squeezed out of the gland, through my urethra and onto the sheet under me. I know now that’s fairly common and natural.

So there I was laying on my back with probably the hardest erection I had ever had in my life sticking straight up in front of this massage guy. And, come to think of it, I could be seen by anyone who might be in the garden just ten feet away. I didn’t dare look out the door to see if anyone was there.

Normally, when I’m laying on my back with an erection, my cock lays against my stomach. Today, it was sticking straight up like a flagpole. Evidently, it was possible to get harder than I normally did, resulting in this real, true, sticking straight up erection.

The massage guy surprised me by ignoring my erection altogether. I thought he was going to give me a handjob or something, which I really, really wanted at that point. But no. Instead he was massaging my arms, my legs, my chest, the palms of my hands, my fingers, my toes, even my face, but not my cock. I became conscious of the time. Was my hour nearly up? Was I going to go through all this remarkably amazing attention and not even end up with an orgasm?

I needn’t have worried. After a while he did something so weird that I have jacked off several times just remembering it. He started massaging my scrotum with his slippery, oily hands. Then, he was massaging my balls within my scrotum. They were slipping back and forth between his thumbs and fingertips like wet bars of soap. It was almost too much. It was almost hurting, but not quite.
Bang, I came! He hadn’t even touched my cock, yet I was shooting semen four or five centimeters straight up, which splashed back down onto my belly. I was squirming, I was yelling, I was laughing.

Well, that was the best massage of my life. Hell, it was the only massage I had ever had, but I knew for sure it would not be my last. I should say it was the best orgasm of my life, and that includes all the things I’ve done with my wife. I mean, it was literally better than intercourse. And to think, it was with a man, not a woman!

As that orgasm was happening, the massage guy kept kneading my balls. He wasn’t touching my dick at all. That was a little frustrating. You know how when you cum, you want to keep stroking until it’s finished, right? Yet, he just let me cum like that without touching my dick.

As I calmed down, he let go of my balls, and then, he wrapped a fist around my still hard cock. In the past, when a girlfriend or my wife did that, it was unbearable. You know, when you cum, you’re done. No more touching, thank you very much!

But not this time. His hand was oily and warm, and felt really, really nice. He started stroking up and down, as if I hadn’t just cum. Oh my god. I thought it would be unbearable, or ticklish or something, but it was super-wonderful. Guess what? Within a minute, I came again. It was the first time in my life that I had two orgasms in a row.

He continued to simply hold my penis for another minute as I settled down again, then he quietly told me I could stay on his table as long as I wanted, then use his shower when I was ready. He left the room.

I did stay there perhaps 5 minutes, then I did use his shower. I paid him, I thanked him profusely, and I did indeed book another appointment.

So that’s what it was like for me to be massaged by a male.

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Gay Lewis In His Wheelchair

I wanted to become a photographer. I supposed any sort of photographer would do, but if my wildest fantasy was to come true, I’d specialize in photographing men. Naked men. But of course that was not to be. Someone who grows up like me in a series of foster homes doesn’t get any kind of a silver spoon.

I was so typical. I never graduated high school. I hung around with, well anyone who was cool in my opinion, basically loser dropouts. Maybe it was because I didn’t have parents to influence me. Maybe it was just my surroundings. But I had this photography dream. I was sure drugs and alcohol would kill that. So I didn’t even smoke cigarettes. I mean, I’ve had ugly dreams about finally making it as a photographer, then dying of lung cancer before I could fully enjoy my success. My friends though I was crazy. Maybe I was, but it just seemed less crazy than the shit they were doing.

Back to reality. I was not a photographer. Oh, I did take pictures, and was so thankful to be in modern times. Do you know that photographers had to mess around in dark rooms with chemicals until about 20 years ago? They had tanks and trays and things and had to keep everything just the right temperature. I think maybe I would have liked that. Who knows? On the other hand, they had to pay for supplies. Every picture they took cost money. How could they afford all that?

I did, however, have to earn a living. From my background, going to college was out of the question. I was not going to earn a living by selling heroine on the street corners. I was not going to steal anything. So what was left? Nothing, that’s what! Well, I guess there was the military, but that’s not really my cup of tea.

When I was really getting desperate, trying to decide whether the Marines, Navy, Army or Coast Guard would be the least objectionable option and worried about how they’d handle a gay guy, I came across an ad for a caregiver.

I knew there’s no way the guy would accept a gay, uneducated orphan, but I went ahead and wrote back. I mean, all it took was a minute to reply. One thing one of my foster mothers taught me is that if you try enough long-shots, something might just hit the target.

The guy wrote back all suspicious. I answered him anyway. He wrote again, I wrote back again. This went on for a week. I was actually enjoying the e-conversation, even though it wasn’t going to amount to anything. It’s not like I had something more important to do.

Guess what? They guy said, ‘Come on over.’

Well, I went on over. I was a half-hour late. I mean, I started out early enough, but the bus system here is, well, less than ideal. I figure that was the end of it. Half-hour late. Come on, like why did I even bother?

I rang the doorbell of a surprisingly large house, and it took like a full minute for the guy to answer. He was, just like I knew, in a wheelchair. I expected an all fat, pasty, bent-over guy. No, he was really quite handsome and not much older than me. Maybe mid-twenties.

He greeted me with a scowl. But it was a joke. He then broke into a big smile, and welcomed me into his home with open arms. That’s who Lewis is. He is always happy and friendly. How a guy who was born in a wheelchair can be like that beats me. I mean, if I had spina bifida, I’d be grouchy most of the time. Mad at the world. Not Lewis.

We talked. I told him about my dream to become a photograper. Of course I didn’t mention the part about wanting to specialize in naked men. I’m not an idiot. He told me about his business which he conducts entirely from a laptop. I didn’t realize it at first but the whole house was his. I thought maybe he must have had roommates to afford such a place. The money for the whole place came through a little 15-inch laptop. How cool is that?

To keep the length of this account reasonable, let me just say that I moved in as one of his caretakers. He has five. We each work 8-hour shifts, and kind of divide up the weekends. You’d think I’d get a swing shift, or maybe nighttimes, but I ended up working from 7:30 in the morning to 4:30, five days a week. You might find it interesting that the other four were all female. Later, Lewis admitted that he wanted me to be a woman also, but some of the women were having trouble lifting him, so he wanted the daytime caregiver to be stronger. That’s the guy who has to give him baths. Not my idea of a good time, but whatever, right?

A few weeks in, As I was carefully dumping him into the tub, I got the crazy notion to take my shirt off first. That’s because every time I got it wet, which was kind of miserable. Lewis complimented my abs. Whatever.

My pants were still getting splashed most of the time, plus I was doing everything at arms length, trying to adequately bath Lewis without getting wetter than I had to.

Lewis and I were becoming fast friends. Now, you’d think him being crippled and all, that I’d keep my distance or something. And I tried to, but I really enjoyed talking with Lewis. He was a brain and I learned a lot from this man who had seldem even been out of his house.

I don’t remember exactly when it happened, but one day I found myself bathing him in only my underpants, and all was well. A couple of weeks later, I decided that since he’s always nude during the baths, I might as well be also. Lewis didn’t complain. Far from it.

One day, out of the blue, he asked me what my cock looks like when it’s hard. I mean, he just came right out and asked. I kind of muttered some sort of nothing, like, “Oh, I guess it’s alright.”

Then, I don’t know what came over me but I just came right out and asked, “So with you and your condition, can you get erections?”

That was the door opener. He admitted that he gets sort of hard sometimes, rarely, but that’s all.

“What about orgasms?” I had to know.

Lewis, being the honest man he is just went ahead and told me. “From all I can see from porn and so on, it seems I don’t have orgasms like men normally do. Oh, I feel something. It’s kind of a very nice extended tickle. That’s all.”

I kind of knew, because he had told me early on that the reason he wears adult diapers is because he can’t feel his bladder. He doesn’t know when he needs to pee. It just comes out. Well, I was glad he could have some sort of orgasm. Maybe, and I wasn’t sure about this at all, the tickle thing he was talking about was an orgasm just like I feel. Or, maybe not.

He broke me out of my musings by adding something else that just floored me. I was like, ‘poor guy.’

“Because of my hands – you know the way they are – I haven’t been able to masturbate for years. In fact even as a teenager, it wasn’t very satisfactory.”

I was kind of tongue-tied. What do you do with a good friend tells you something like that? I sort of stupidly offered my condolences, as if someone had died. Then, as usual, I got him out of the tub, dried, dressed, and back into his wheelchair.

I was me who instigated the next sexual talk a few days later. “Hey Lewis, what about the four women? Have you ever asked for maybe a handjob from one of the caregivers?”

“I’m gay.”

Jeez! I had no idea. All this time, and I never knew. It was time for me to let my own cat out of the bag.

“Me too.”

“I know.”

“How did you know?”

“I just did. From the first day you gave me a bath. There was something. Something about the way you respected me. No, something else. Maybe the way you looked at me. Hell, I don’t know. I just knew.”

That was the end of the conversation. Neither of us said anything about it for around a week, although I felt like our friendship had gone to a much deeper level. Imagine having a friend who you can confide in like that!

Then, again at bath time, “Hey, do you remember when I asked what your cock looks like when it’s erect?”

“Um, yeah.” I mean how could I forget? I had jerked off several times remembering that conversation, and wishing I had answered differently. Like I could have said something like, “Sure, wanna see?” But no, stupidly, I just mumbled something and let the moment slip away.

“I was serious. I want to see it hard.”

It doesn’t take an engraved invitation. “Well, OK then!” I answered, laughing. Sitting right there on the side of the tub, I started stroking and was erect in less than a minute. It was somehow glorious to have him intently watching me like that. A moment later, I was yelling with joy and squirting cum into the tub.

After I calmed down, I knew I couldn’t leave it at that. What about Lewis? So, I carted him into his room, laid him on his bed, and gave him the blowjob of his life. I knew it was the best he ever had, because by his own admission, he claimed he had never had a blowjob.

I think, but am not sure, that he got a little bit erect in my mouth. I didn’t care. His soft dick was very nice to suck on. Oh, I had sucked my fair share of good and firm dicks at the various foster homes, but I actually enjoyed his soft little thing more.

After maybe five minutes, Lewis started kind of squirming and moaning and laughing too, and with his barely effective hands firmly pushed my head away. He had an orgasm. His version of an orgasm. To this day, I don’t know if he had cum in my mouth or not. If so, it was only a drop or two.

Time went on. Our afternoons turned into a regular thing. It got to where I was butt-fucking him on a fairly regular basis, and he was loving it. One time – just once – he sqirted cum out just like a fully-functional example of maleness. It was a delight to see.

Speaking of maleness, he was a grand example. Oh, he couldn’t operate a drill, pound nails or even type with all his fingers, but he was a man, through and through.

One of his female caretakers, Sylvia, was of Hispanic descent, and beautiful if you like the female form. Somehow, she didn’t know he and I were fucking around. With my cock buried in his ass and my tongue in his mouth, she burst into his room one day with an armful of clean clothes. She was paralized with one hand on the doorknob, and just stood there for like five seconds, before turning away and closing the door.

I was mortified. Lewis on the other hand, just laughed, saying, “She’d have to find out eventually.” A few days later he reported that everything was the same as usual with her, although she admitted happiness knowing that he was getting some sexual outlet.

I was still a hobbyist photographer. One day I brought my camera. I thought Lewis would enjoy seeing it. He asked whether there was film in it.

“It’s digital, silly.”

“I know, it’s just an expression. I mean, do you want to take some pictures?”

“Of what?”

“Of me. Didn’t you say you’d like to take pictures of naked men. Well, I’m naked.”

Why had it never occurred to take pictures of Lewis? Of course, what a great idea.

So I took a bunch of dignified pictures of him in his wheelchair – naked of course. I also took pictures of him on the sofa, curled up in his bed, and even some with a self-timer of us together. One showed me with an obvious erection. My god, even though he and I were having all the sex we could eat, I jerked off big-time that night to my own picture.

Little did I know he was going to post pictures of himself – none including me – online. He said something about a ‘wonderful photographer’ taking the pictures.

One day, he just came out with, “Do you remember when I first took your cock in my ass?”

“Certainly.”

“Did it seem easy to you?”

“I don’t get it.”

“I mean, you’d have expected to have to go really slowly with a virgin, right?”

What the fuck? What was he saying?

It took a couple of minutes during which Lewis seemed unusually shy. Then he told me the whole story. Unlike me, he has a father. I’ve met the guy. He seems really nice. He’s obviously loving to his son. I’ve met his mother also. Good people.

“When I was still with my parents, they expressed concern that I wouldn’t have a normal sex life. Ok, well I have to admit this. When I turned eighteen, they came to me one day and wanted to know to what degree I could function sexually. My own parents, by God! Of course I was shocked, but I trusted them. Over the course of weeks, we enbarked on a set of experiments to see what could be done. They both tried giving me handjobs, testicle massages, fingers in the butt, oral sex and so on. It ended up with my father butt-fucking me while my mother watched. I loved that, but it freaked them out, so it only happened once.

You might think I’d be mad at him for not telling me before, but after being shocked for a moment, then trying to imagine the scene of my dear Lewis getting butt-fucked by his father with his mother looking on, it made me very horny. I was more in love with Lewis than ever.

Time moved on. We considered legally marrying, but it seemed too problematic. However, for all intents and purposes, we were married.

One day the phone rang, not for Lewis, but for me. He handed me the phone. It seems a gay couple who had seen the pictures of Lewis that I had taken, and wanted me to photograph them. They owned an art gallery. It was to be their anniversary present to each other.

I asked if Lewis could watch the photoshoot, and they were delighted. Frankly, I was nervous. I had never actually done a truly professional photo shoot before. I had arranged a couple of stools in the seldom-used family room in the big house, had the men remove their clothes, and expected them to pose various ways on the stools. One of the guys was immediately erect. The other became erect a moment later. I took the pictures while Lewis not only watched, but clapped his crippled hands together in hooting, laughter and applause.

Not knowing anything about the actual busines of photography, I emailed the guys their photos, and charged them $100. Later I found out that as a celebrity photographer, I could have charged ten times as much.

Did I mention ‘celebrity’ photographer? Well, here’s what happened. They printed the photos, hung them in their gallery, and sold prints almost immediately. That in turn brought me more business to the point where Lewis and I bought the house next door and turned it into a studio. It’s been four years, and I have people flying in from all over the world to have their photos taken. You’ll note I said ‘people’ not ‘men.’ Whereas I prefer men, a number of lesbian women and hetero couples have me photograph them as well. I don’t mind.

One final detail: Two of Lewis’ former female caregivers had their pictures taken with clothes on, and have now embarked on their own careers as models.

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Masturbating with Friends and Family Members

Masturbating with Friends and Family Members

I found this thread on Reddit:

Have you ever had an experience where you masturbated with a friend or family member? Were you just doing it in the same room as them, or were they doing it as well? Was it a positive experience for you?


I was playing stripping cards with a friend. He lost and was left naked with a hard-on. I offered the last hand. If I lose, then I will take off my clothes. If he loses, then he will masturbate. He lost and had to jerk off in front of me. I joined in.

Since then, we have been watching porn and jerking off together.


My roommate and I do it occasionally. You really get to know somebody when you watch each other have an orgasm. It’s a very vulnerable and intimate thing you’re allowing someone to see and leads to greater intimacy, even if plutonic like we are.


Omg, I think I just fell in love with the level of emotional maturity you’ve just demonstrated


My friend (M) and I (M) helped each other jerk off while thinking of the same person. He jerked off mine, and me, his! 🥰🙈


That’s the best!


We had a scout group, and we did circle jerks. It was much fun.


Sounds rad!


Hot id love to hear about it


With a friends many times. We used to have “circle jerk” events back in the days. Sometimes even one female friend joined us.


I did with a female cousin back when we were both 18. She was staying over at my place because her parents were out of town and she didn’t want to stay in the house by herself.

While I went to the store to get us some beer (it was legal to drink at 18 then.) She went to the bathroom, which was off of my bedroom, and saw my stack of Playboy and Penthouse magazines. When I got back, she was sitting on the couch looking at them. Her parents were highly religious and didn’t have such sinful things like that around the house.

After a couple of beers (she wasn’t used to drinking then), she asked me if I masturbated to these women. I told her that I did and she asked me to show her. I thought “what the hell” and pulled it out. After a few minutes, she had her hands down her shorts.

I told her that it wasn’t fair that she could see me, but I couldn’t see her. She took off her pants and shirt and I did likewise. We just sat on the couch watching each other cum.


That’s pretty kinky. I’ve read a lot of women’s first masturbation stories from them finding a dirty magazine. lol


Damn if I were you, I would be beating off to that memory for a long time


So fucking hot


While in university, my friend(M) and I(F) were watching TV at my place. I got super horny and I started masturbating but I don’t think he noticed. I got close to cumming and he noticed when I started writhing but I couldn’t stop. He just watched me as I came. We eventually hooked up a couple of times and we’re still great friends so I think it was positive.


Me and my best friend when we were younger. Watched and helped each other many times


Did once with a friend drunk after a night out, we started talking about our wife’s and how they like to be fucked..he said he was hard and started wanking he told me to do the same so I did..as he wanked he confessed how he’d love to fuck my wife, we both ended up cumming and then he said he was off to bed to fuck his wife. 5 minutes later I could hear her moaning and screaming it was real hot


With my best buddy growing up, we’d jerk each other off all the time until we got older and got girlfriends. Always wanted too do it again and might have a new buddy who might be into it but taking it easy to test it out


Many times. Best was a JO bud from high school who became a roommate after graduation. We’d get high, watch porn, and would eventually stop down and start stroking. Ofc we stroked each other as well. Great time in life.


Yeah. A few JO buds over the years. My best friend and I many times together. Got pretty erotic. I think about it fondly.


Could use a few of those too, lucky man


I was at a female neighbor ‘s house when I was a young teen. She was 18 & her younger sister was there. Also some other teens from the neighborhood. We played doctor which led to group masturbation. I still jerk to that memory today.


Thats insane 🤯


Truthfully speaking I had a best friend that I masturbated with and had sex with. She and I would watch each other masturbate sometimes. It was fun but she is deceased now. Those were good times.


I have with a few friends. We’re very open about it and have a positive attitude about masturbating and sex.


Yeah. Playing with ourselves usually turned into playing with each other, though.


Masturbated with a friend. We had been watching some porn and that led to us just masturbating during the porn watching. It was a fun night.


I masturbated with my step-sister a lot, growing up and my half-sister when I was older. It was fantastic!!


Would love to hear more about it!


I lived with my step-sister, growing up. She was younger, but we started masturbating together when I was 12. My half-sister is also younger. We didn’t start until we were both adults (I was 30, she was in college)


I had sex with a guy when a friend was sleeping in the same room 😜


How did you guys finished? Did he came inside of you?


Yeah… in fact I think my friend overheard the bumping, but she never mentioned it 🫢


Did you cum too?


Putting a pillow on my face, yeah


Was it hard to keep quiet when he was pounding your pussy?


I had to bite my lips so hard 🫢


I’ve jerked with friends Several times. I loved it..So much more fun with company


Growing up, I did with my brother and it was really good for learning some stuff


Many times with both but my 1st time was when I was still in school. My best friend (m) and I(m) had a fort in the woods stocked with dirty mags we took from the garbage that his dad threw away. After school, we’d drop our stuff off at our houses and go straight to our fort. It started out by just looking at them and talking.Eventually, we started getting naked and while looking at the mags, we also looked at each other. He was rather thin but had a pretty big cock and nice little ass. After a few times of doing this… I became the bold one and sat next to him while we were both naked. I nervously reached over and touched his balls and cock! It was amazing to say the least!! He eventually did the same to me..it felt so wrong, but sooo good!! We made each other cum many times!! A few of the pages even got stuck together (lol). One day, we decided to step it up. Looking at the women sucking cock, we.figured, lets try it! We did and feeling his cock in my mouth was so hot!! He loved licking my balls as well!!Our favorite thing to do was 69. Though at the time, we never came in each others mouths, it was usually on each others stomachs or chests and eventually on each others asses.!Im stroking my cock right now remembering this…ive told my wife about this many many years ago and to this day, her and I love sucking cocks together. The only thing different now, is, I swallow!!


Friend yes it was great


I’ve had several jerk off buddies. My first one and I would trade handies and blow jobs too


A friend a few times, once with a Craigslist hookup. Both doing it, but we just watched each other. No physical contact.


Did it with a friend at the same time but in different rooms. We were too nervous to do it in front of each other lol we started and finished about the same time


Yes, multiple people and multiple times. It was fun.


I’ve had a jerk buddy since young, older guy I would go and watch porn at his house and jerk off while we watch, now a days we still jerk sessions but not as often as before


Growing up me and my sis and cuz! That went on for a while!


Had a neighbor when I was in grade school we used to look at magazines and jerk off.


I haven’t yet but my aunt is visiting right now and she’s so hot I’d love to watch her finger herself, already stole a pair of her panties and she smells so good 😩


My sister and I have been doing this for almost 3 weeks now.


A few months ago I jacked off with my mom’s boyfriend. He had some old porn that we watched on his VCR. As bad as porn was in the 80s and 90s it was still pretty hot. We both jacked ourselves off. I had never seen another man cum in person. He is bi. I consider myself very straight, but I did like watching him!


My cousin and I used to masturbate together while his mom was taking to mine in another room. And we’d also hug nude so our dicks rubbed together. Then we moved and I met a friend who showed me porn and we came together everyday and eventually led to him fucking my little sister while I fucked his little sister right next to them.


Female
I and my 19yo son have been living a nudist Sex Positive Lifestyle for 3 months and we occasionally masturbate at the same time, it’s fun and we both enjoy it!


This is so wonderful and sexy. You are a great mom to encourage the sex positivity. I wish I wasn’t from such an uptight family.


Female

Amazing, what a great life 💕


My best friend, once. We never did it again or even mentioned it. In hindsight I’m glad I did it once but I was pretty weirded out after for awhile.


Same. And every post like this leaves me wondering if it’s him telling his side of it. But there are probably millions of us with the same story, so obviously unlikely. I kinda wished we’d talked about it afterwards though. Probably would have made things less awkward.


With college roommates and 1 close friend


I (m) once played a random game of strip poker with two co-workers (f). I lost while one of them was shirtless, the other bottomless. They taunted me into jacking off in front of them. I did. At first they giggled, but the bottomless one clearly was getting into it and casually rubbed herself which caused me to ejaculate all over the carpet of their dorm room (we were military). It was fun. It never went any further than that but it’s a great memory.


I used to masturbate with a friend and snuggle for a while, but since our respective heart attacks, it’s just too much exertion for us at 70+ y.o..


Me and my cousin used to masterbate together when we were younger. Did it for years before he stopped wanting too id sometimes even give him blowjobs and he’d return the favor with hand jobs. Was fun now that I’m older I really wanna see if I could give him another blow job. Besides being my cousin those early experiences shaped my type in guys lol I love them blond like he was


I had a stroke buddy i middle school.. led to him sucking me. Wish I had a JO/suck buddy now, male or female. So hot laying back getting sucked looking at porn mags (yeah I am that old we still had magazines back then. Lol)


When I was 14 or 15 years old I’d spend the weekend at my maternal grandmother’s house. After doing chores for her all day She’d pour a bath for me and when it was ready she’d call me into the bathroom, vigorously get me undressed which would arouse me. She’d say can’t wait to get into your bath huh? She’d give about 20 minutes and then she’d knock and say let’s get you washed young man. She could wash a mother fucker good!! She’d encourage me to grab my rock hard cock while she wash my balls and ass. It would feel sooooo fuckin good. Then she’d towel me off and say I was going to sleep like a baby…. BTW, she was HOT!!


Many friends i masterbated with and loved it


Jerked off with my grandpa. It was so nice.


Me and my six friends would go to a public sex house in the woods (an abandoned house where you can fuck any age person boy or girl) and would jerk each other off and let grown men join. BTW keep in mind we were all 13 . We would eat each others ass and cum on each others face


Hell yeah. Figuring out the Playboy channel was some magical shit.


Friends, yes. Always a great time with my one of my buddies.


I wish I want to masturbate with a friend or family member, but I have had no such luck, yet. maybe in the future, I will get an opportunity if not a family member, then a friend, but I want to try mutual masturbation with someone who am comfortable with.


Yes to a family member and friends.

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Falling in a Cold Lake with an Old Dude

This is another true story from a client. I particularly enjoyed transcribing this one for you.

I used to hate my skinny build and blond hair. I mean, why did my hair have to be almost white? Oh, I know, both of my parents are Scandinavian.

When I was 12 I got my first guitar. I became pretty good at that guitar fairly quickly, and started getting positive attention from everyone. Then, being different – short, skinny, and with light blond hair was a good thing.

My parents let me grow my hair long, like a musician, and suddenly, I was the hit of the party. Every party. I was being paid to perform. Oh, not much. $75 here, and $100 there. But the people, especially the girls, seemed to be quite attracted to the guy on the stage – the little guy with the ivory hair! So, now, I very much like the way I look.

Besides guitar, I also like winter camping. I guess it is the Norwegian and Swedish in me.

I’m in college right now, studying music of course. Did you know that with a Master’s in music, you can be addressed as “Doctor?” True enough. But I don’t care about that. I plan to be a music teacher. I love teaching almost as much as I love playing. Correct that. I actually like teaching more. I don’t like having to travel to venues to play. If I could live my life with students coming to my house to learn music, well, that would be fine with me.

Oh, winter camping. I get off-topic easily. So, during the Christmas break, one of my professors invited me to go camping with him. He has a cabin in the Adirondacks that is accessible unless there is a big storm. As the last week before the vacation approached, I was so hoping it wouldn’t snow.

Professor Jim, as everyone calls him, is a really nice guy. He’s not one of those teachers who singles people out. He isn’t a yeller. He explains things so you really get them. And, did I mention he can play flamenco better than anyone on earth? Or so it seems to me. He is like an older version of me in a way. He is also around 5’7″, thin, but white-haired. I mean really white. Not light blond. He also has a white beard, which I think is quite attractive. If I were an old woman, I’d totally go for him.

Professor Jim doesn’t know about winter camping, and wants me to instruct him. Imagine, I’ll be teaching the professor something!

The day finally came, and we drove up in his Mercedes. Actually, I mostly drove, and he sat in the passenger seat, basically talking music all the way, which I loved, of course. He mostly talked about his specialty. The class I’m taking from him isn’t part of the traditional music curriculum, but it ought to be. He teaches how to be a music teacher.

Anyway, we got there, built a big fire in the fireplace, and while the cabin was heating up, we decided to go canoeing. He has a little canoe tied up to his dock. The lake, more of a big pond really, was about half iced over. So, we figured we’d go noodle around in the water for a while, where the water was mostly clear.

It turns out Jim doesn’t know anything about canoing. We weren’t in the water more than five minutes, and perhaps fifteen feet offshore, when he managed to tip the damn thing over. That water was the coldest thing I have ever experienced in my life. I mean, literally, painfully cold.

I cramped up immediately. Fortunately, the bottom was only about 4 or 5 feet below us, so as soon as we gained our footing, we ran or mostly hobbled back to the shore, and into the cabin.

We immediately threw off all our clothing onto the carpet, grabbed the towels out of the bathroom and huddled near the fire. The fire hadn’t heated the cabin very much yet, but we could feel a bit of warmth up close to the hearth. It wasn’t enough. We were both shivering big-time. Professor Jim ran to the bedroom, grabbed some blankets, and spread them out on the floor in front of the fireplace. He then said, I should climb into the blankets with him.

I wasn’t objecting. There was nothing sexy, nothing gay, about it. We were both deathly cold. So cold, we might have died if we didn’t huddle together under those blankets. So we did. I curled up, and he hugged up behind me. We started to warm up, and after a while, we fell asleep.

In a while, maybe it was an hour, I woke up, and then I started to feel a bit weird. I knew it might have saved our lives, but still, it was strange indeed to be huddled with my old teacher. And then it dawned on me. The solid thing I felt pressing against my lower back was his dick! He had a hardon, and it was pressing against me. Geez! Worse, I was erect too. I just noticed that. What was I doing erect? And horny. It seemed like I wanted to jerk off right then and there. Of course, I’d never actually do that, but I was quite horny.

The professor stirred, and then suddenly backed away from me.

“Oh, sorry,” he said.

I’m pretty sure that was an apology about his erection, not about dumping us in the cold lake.

Being the empathetic individual I am, I immediately told him not to worry, that erections are normal, even in abnormal situations, such as this one.

He said it was probably because his wife died a few years ago, that huddling with anyone would ‘set him off’ as he called it.

I asked whether he had any sex any more. He hadn’t. Since we are pretty close as student and teacher, and since we were both still naked as babies, I couldn’t resist asking whether he jerks off.

He said, “Yes, all the time, at least twice a day.” He then admitted more than a professor should probably admit: That he fantasizes about some of his students, such as Clarise, the curly-haired pianist in our class, who looks a bit like a young version of Minnie Driver.

I admitted that I fantasize about her too. We laughed.

He then got kind of quiet, and hesitantly said, “And, I fantasize about you, too.”

“Oh, fuck, how should I answer that?” I was frantically thinking. I didn’t want to hurt his feelings. I know what it is to be crushed.

Clarise recently crushed me, although I don’t think that book is entirely written yet. I’m going to ask her out again. But I was not going to crush Jim. However, I am not, absolutely not, attracted to 68-year-old men. But I do like masturbation. And, given the chance, I’ll masturbate with anybody.

So I told him right out, “Dr. Jim, there’s no way I’d have a relationship with you. But I’d be honored to masturbate with you any time.”

“Really?” he exclaimed. “I’m delighted. I don’t want a relationship with you either. I may be attracted, but I’d never do anything about it.”

As this discussion was happening, my penis started to rise under the blanket. I was somewhat surprised by that. While I was not physically attracted to Professor Jim, he was a pretty good specimen. Totally healthy. Well-groomed – at least well-groomed when not naked under a blanket after nearly drowning in a lake. And he was thin and small like me. And like me, I had noticed, as is so fashionable these days, he has removed all the hair around his crotch.

I wanted him to be happy, and thought about his plight. The poor guy had lost his wife, and what was probably a good sex life along with her death. And I was erect. Go figure!

So, since it was now quite warm in the cabin, I threw off the blanket revealing my erection. I simply said, “Let’s just play.”

I’ve never seen such a big, ear-to-ear smile! He threw off the other half of the blanket which had been covering him, and he, too, was erect. Jim was circumcised, while I was not, but otherwise, we were quite similar. His dick might have been a bit shorter and fatter, but overall, was about the same. Not huge. I don’t care for huge dicks. But not small, either.

With a touch of reluctance, I reached out. I was concerned about somehow changing my relationship with my favorite teacher. But then, it had already been changed by falling in the freezing water. This was just changing it more.

I placed my fingertips on the tip of his penis, while he moaned, and changed from sitting up to laying down on his back. I lightly brushed the tip of his dick, then his scrotum, and his upper legs for a while. He was in heaven, and so I did that for even longer.

Finally, I ever so gently brushed a fingertip along his frenulum. His dick jumped up an inch. I did that several more times, separated by about fifteen seconds each time. His dick jumped each time.

With my other hand, I cupped his balls and kind of lifted them up, while I wrapped my fingers around the shaft of his penis, and started jerking him off in earnest.

He stopped me, saying, “Your turn, I don’t want to cum too soon.”

He instructed me to lay down on my stomach, and started in with a slow, full massage. Neck, back, butt, legs, feet, hands, arms. Then back to my butt. Using both hands, he kept kind of kneading and spreading it, no doubt giving him a clear view of my asshole. Then he started swirling his finger around the perimeter of my anus, but not quite touching the middle. No one had ever done that to me, and it was delightful.

He did that for quite a while. Then, I felt the occasional light touch against the back of my scrotum. It felt amazing!

After a long while, he had me roll over, and gave me more massage. Arms, chest, legs, etc. During all that treatment, my penis was super-hard, and bobbing up and down, but he ignored it, continuing with the massage as if I didn’t even have genitals. That was driving me deliciously crazy.

Finally, finally, he brushed against the side of my penis. He did that over and over again, just touching the sides of my shaft with his fingertips. I felt that feeling, you know the one I mean, like I was about to have an orgasm. But he was an expert at reading physiology, and had us switch positions.

I then ‘did’ him for a while, bringing him close to orgasm. He had me stop, and then go again a few times. He had me place a finger against his perineum, between his balls and his ass, and I could feel the contractions.

Professor Jim was orgasming without ejaculating, We kept it up, him telling me to stop, then go, then stop again, and he kept orgasming every few minutes, I’ve never heard of such a thing. I really wanted to learn that technique, but wasn’t sure if it was something one could learn, or something one must be born with.

Jim told me that no one is born with it and that anyone can learn it – if one is patient. He turned his attention back to me and had me lay on my back again. He started stroking my penis, then suddenly let go, right before I was building up to an orgasm.

He had me bring my feet up close to my butt, with my knees in the air, so he had access to my asshole. He spit on his index finger, and then gently placed it against my anus, while holding my penis in his other hand. I felt an almost-orgasmic contraction, and he felt it in me too, so he quit stroking my dick. He slowly worked his finger into my anus, and then curled it forward against my prostate.

That was too much. I came. I had an amazing ejaculation, cumming so hard it spit up to my neck and chin, as he slowly withdrew his finger.

He said that was my first lesson, and promised we’d work on the technique until I mastered it. He said it might take twenty or more sessions until I learn to orgasm without ejaculating, but that it would happen.

I was willing to turn my attention back to him – to finish him off with an ejaculation, but no, he was satisfied. Evidently, that’s another good thing about the orgasming without cumming thing – that you can be satisfied in a new way, and according to Jim, it’s more satisfying than actually blowing cum.

Well, Jim and I have masturbated together perhaps a dozen times since the day at the lake. He has his own small house near the campus, and I visit him there. We are not in love or anything like that. We are just a young and old pair of jerk-off buddies.

I have not yet managed to orgasm without ejaculating, but we keep working on it. Clarise is my girlfriend now, and I’ve told her all about Jim and I, and she’s fine with that. In fact, she came over with me one time, and just watched as the professor and I did each other. It was totally hot, and both Jim and I lost it way too soon, ejaculating within minutes. She stayed clothed, and did not participate that time, but she tells me she’ll be happy to fully participate next time.

If you think Jim and I have become good at edging, that’s nothing compared to Clarise. She can have orgasm after orgasm for hours, with her legs all shaking, and she’ll moan, and sometimes even yell from her orgasms. I love that. She has orgasms from clitoral stimulation, G-spot stimulation, and something I didn’t expect: I can put two fingers in her butt, curl them forward and stimulate what I believe is the back of her uterus, and she will orgasm big-time from that.

I’m really looking forward to a three-way session But, I have to convince Jim. Even though I have finished with his class, and she’s not one of his students, he is being reluctant. The last time I spoke with him, however, he said he’ll probably be willing to do a threesome masturbation session with us soon.

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Annual Gyno Exam Gone Crazy

Annual gyno exam gone crazy

I went to my annual gynecological exam. The doctor inserted her speculum in my vagina and did the usual things. She kept brushing against my clit, so naturally I became aroused and wet.

She announced,”Well, I’m going to have to wipe this away,” and laughed.

She didn’t use a cloth. In fact, she took off her gloves, and ‘mopped’ my girl juice around my clit with her fingertip. Then she leaned forward and started kissing my vagina. Finally, with her tongue, she gave me a crashing orgasm. It wasn’t the first time she has done this. Far from it.

“How could this happen?” you ask.

It turns out this particular doctor is my sister. While she went to medical school, I went to law school. We’ve been playing with each other’s vaginas since before I can remember, so I believe under the circumstances, what this doctor did to me was perfectly acceptable. Do you agree?

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Fake ED and Vaginal Tune-Ups

Fake ED and vaginal tune-ups

This guy at the next bench over and I have struck up quite a friendship. Jim is a bit older, but quite athletic. He keeps trying to get me to play tennis, which I haven’t taken him up on yet. We also talk about sexual things, especially when we are the only two in the workshop. It had been mostly about girls, nudity, things like that. He’d ask me, “Have you ever been to a nude beach?”

When I admitted that I had, he asked “How do you manage to keep it soft?” You know, stuff like that. I was starting to get a bit shocked, maybe even started thinking he’s gay or something, even though I met his wife and saw his son and daughter once.

So we got to talking one day, and he said he had been faking erectile dysfunction. I asked why in the world he’d want to do that?

He said there’s a practitioner he’s been going to who performs what he called a ‘delightful’ treatment. I couldn’t resist. I asked about it and he told me the practitioner uses hand-held vibrators, sometimes two at a time, to stimulate the penis, and that whole region, which overcomes erectile dysfunction. I was very curious about something else, so I asked, “Is this practitioner male or female?”

He said “male” and then quickly added that there’s nothing gay about it. I wasn’t so sure, then quickly changed the subject, being rather shocked at the time. Later in the day, thinking it over, I realized if it was gay, well, there’s nothing wrong with that. It’s just not for me.

Over the next week or so, I couldn’t get it out of my mind. I have to say, I did fantasize about the whole situation with the vibrators and all, and if I dare admit it, the idea of a guy doing that to me. OK, it was turning me on. There, I said it!

So Jim and I continued our ever-more risque conversations, then one day Jim just announced he made a double appointment with his ED guy, and that he did it for me, because he knew I probably had some erectile dysfunction issues also. he said that I could come or that he could cancel the second person of the appointment.

I practically yelled, “No fucking way!” Jim was silent. I think he was embarrassed.

Then I said, “Well, if I actually had ED, that would be different.”

A moment later, and I don’t know why, I added, “Well, I have had times when it was hard to get it up.”

I’m sure you can guess what happened. Yes, Jim and I went over to the guy’s house. His massage parlor was set up in a spare bedroom. The whole thing seemed unconventional to me, but my heart was racing. As scary as it was, I was definitely going to go through with it. Fact is, I was totally horned up just thinking about what was going to happen.

The part I hadn’t counted on – at all – was that I’d get my treatment right in front of Jim, and he’d get his right in front of me. Jim went first. He took off all his clothes right there in the little room with the three of us barely fitting around the massage table, then laid down. Jim turns out to be a pretty good looking guy. His hair is just starting to turn gray at the temples, which I suppose makes him look distinguished. I’m sure ladies would totally go for this guy if he wasn’t married.

Anyway, the treatment guy got a couple of vibes off a table that had about thirty or so of them piled on. Some were battery-powered, some plug-in style. There were cords all over the place. He got to work on Jim, pressing the vibrators here and there. A couple of times, he placed them right on Jim’s balls. I was thinking ‘that must hurt.’ At one point he had Jim scrunch up, and placed a bullet-shaped vibe a couple of inches into Jim’s butt. I was still clothed as all this was going on, but I felt a definite boner forming in my pants. Jim was totally unashamed as his penis stuck straight up into the air. I was everything at once: Shocked, embarrassed about my own boner which they could probably see through my pants, but more than anything: as horny as I had ever been!

It wasn’t long before Jim was shooting cum a few inches in the air. The practitioner just kept right on going as Jim squirmed and looked like he was going to jump right off the table in post-orgasm sensitivity. Finally, as Jim’s penis softened, the guy was done. After a couple of minutes, Jim who had been literally jittering or shaking in some sort of very strong post-orgasmic state, got off the table and replaced me in the one and only chair in which I had been sitting. He was still nude.

The practitioner told me to take off all my clothes. Again, a moment of embarrassment as I realized they’d see my erection. How weird is that – that I would be embarrrassed, after just witnessing what I had seen?

I took off my clothes and got the treatment. It was everything it was cut out to be and more. The only thing is, it was over way too soon. As soon as I recovered, I agreed to another double-appointment with Jim.

I told my wife that evening after dinner. I was cringing, thinking she’d explode or something. Instead, she smiled, and dragged me to the bedroom. She wanted a description with the most minute details. Then she did with me what husbands and wives do. I mean, we fucked our brains out. Jenny then told me I should indeed keep next week’s appointment.

I went several times to the practitioner. Sometimes with Jim, sometimes alone. It was much better with company. Then I got to thinking, and asked the guy, “What about women?”

He got a twinkle in his eye, saying, “They don’t have ED of course, but they have other issues. Most want to have longer lasting, or multiple orgasms. Yes, I do have the occasional female patient.” He looked eager.

I told Jenny, and she was all over it. She and I booked a double-appointment.

We’ve been back several times since. The whole thing is rather naughty of course. Everyone, and especially the practitioner, knows that no one has erectile dysfunction or needs any sort of vaginal tune up. But we’re all having a good time, and the practitioner is earning a good living.

Finally, we booked a triple session with Jim. You should have seen Jenny’s eyes light up as he got the first treatment. She wasn’t at all abashed as she stared intently at Jim’s equipment. When the practitioner asked her to hold his rock hard penis out of the way with her fingertips, while the man attended to Jim’s scrotum, she was delighted. I think I saw her stroking Jim’s penis up and down a quarter of an inch as she held it.

She went last, so Jim and I had already ejaculated, but I really, really enjoyed seeing the lust in his eyes as he got a full view of my wife’s vagina and anus as she got her treatment. It was fun alternately watching her jitter and squirm as she was having orgasms, and watching Jim watch her.

And that’s all I have to say about that. Oh, and we’ve bought some of those vibrators, and we’ve had Jim and now his wife over to our house a few times.

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Feeling Like a Kid Among Adults

I went to Body Electric in Berkeley, California to try out their Thursday night tantric male massage sessions. I had a great time. There were about 40 men there. We all got naked, then broke into random groups of three. Each group surrounded a massage table. We each got a 20-minute massage from the other two guys. The massages started with a perfunctory general massage, but soon turned into genital massage. But this was a ‘tantric’ thing. I didn’t really understand the philosophy. The general idea seemed to be that one can, probably even should, become erect, but not ejaculate. For me, it was difficult to avoid orgasming, but I managed to hold off for the full twenty minutes when it was my turn. I really enjoyed massaging the other two guys as well. I went home horny and charged up. It was an interesting experience. I felt clearer than usual, as if colors were brighter, quiet sounds more noticeable, and smells more interesting.

Of course as soon as I got home, I wanked and ejaculated big-time, but even still, I felt slightly better than average the whole next day.

I returned a week later and participated in another three-way massage. Before starting, I asked the instructor whether it would be OK to forego the general massage portion, and have the guys go right into the genital massage when it was my turn. He said that was fine. I then asked if it was OK to ejaculate. I expected some lecture about how that’s not within the paradigm of what they’re doing there. Instead, he said that’s just fine also. I also asked to go last, because I knew what might happen. If I was first or second, and then I ejaculated, I would loose interested in massaging the other guys.

So, I went last. When it was my turn, I came after about ten minutes, and immediately felt foolish. Worse, I still had ten minutes to go. The guys tried to keep me hard and interested, but frankly, the last ten minutes, while not quite torture, were less than ideal as I went soft, and was quite bothered by the ongoing touch.

Bottom line: I felt like a stupid kid among adults after doing that. I’m slowly learning in life that most people have reasons for what they do. Being a rebel, trying to do things differently, is not always the best way to do things.

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What Do You Like?

My flight was delayed. I met a guy in the restaurant bar who was also delayed. We were scheduled on the same plane. It turns out we live in the same city. The minutes turned into hours. He and I got to talking, because what else was there to do?

Our conversation became more intimate. I was divorced. He had been a serial dater, but never married.

The conversation deepened. We were pretty much whispering because although there was quite a bit of noise in the bar, what we were talking about became, well, quite private.

We were talking about masturbation. We were agreeing with each other that it’s a good thing. We went on to agree that if everyone was more accepting of masturbation, it might cure some of the world’s ills. Like overpopulation and unwanted children. Like STDs.

Then he asked a weird question, “What masturbatory thing would you like, but you can’t do it to yourself?”

Normally, I’d never answer a question like that. I’d be shocked. But the way this conversation had been unfolding, it seemed fine to give him my answer:

“I have this fantasy of being tied down, and have someone rub the palm of their hand over the tip of my erect dick. It’s a feeling I can’t stand, and can’t get enough of, all at the same time.”

“Ah, I know the feeling,” he said, adding, “You know, I’ve always been surprised that with a little oil, the feeling is even more intense than with a dry hand. Plus it doesn’t rub the tip of your penis raw.”

I was glad to have some solidarity. Someone who experienced something like me, and was willing to talk about it. Because, face it, sex with women is great, but there can be something missing. Most women are into kissing, dating, and the whole package. Sometimes a guy just wants to get off. Sometimes a guy wants something weird, that most women wouldn’t understand.

“What do you like?”

“I like my balls massaged. Really hard, like rolfing.”

I knew exactly what he was talking about. While I’m not so much a fan of that, I can enjoy a good, firm ball massage.

He went on to say, “But I don’t care for oral, anal, kissing or any of that.”

I was delighted, because that describes me to a tee.

They got the airplane fixed and we boarded, but not before exchanging phone numbers.

A day later he called. “When can we get together?”

I knew exactly what he was talking about.

“Dude, I’m available right now.”

Fifteen minutes later found me in his apartment. We did all the things we discussed. It was even better than I could have imagined. He rubbed the tip of my penis so perfectly that not only did I squirm, yell, and carry on, I even involuntarily let out a little pee a couple of minutes before cumming.

I squeezed his balls so hard I thought they’d pop. He informed me that they are like chicken gizzards. Rubbery. You can’t pop them with your fingertips. You just have to be careful not to injure the back sides where the cords attach. I kind of knew that, but it was reassuring to hear. He was yelling, he was wincing, he was loving it. He kept wanting me to squeeze harder. It kept me very erect doing that to him.

He came without me even touching his penis. Then, he offered the same treatment to me. I had to ask him to be gentler, but found myself very much enjoying the testicle massage. I came a second time, but only because he let go of my scrotum, slowly buried a finger deep in my rectum, and jerked me off with his other hand.

We meet up every month or two. Most of the time we are happy with ourselves or the various ladies we meet. But every now and then, we want something really intense, and we know exactly how to give it to each other.